Compound Detail

CHEMBL3356152

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CCOCC[C@H]1C[C@@H]1c1cncc(N2C[C@H]3CNC[C@H]3C2)c1.O=C(O)C(F)(F)F

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3356152
Phase	Preclinical
Structure Type	MOL
InChI Key	JNLSCODRHBNQPH-QHIYURPZSA-N
Parent Compound	CHEMBL3547424
Active Moiety	CHEMBL3547424

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

301.4

MW (Da)

2.27

ALogP

HBA

HBD

37.4

PSA (Å²)

0.82

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H28F3N3O3
MW	415.46
Aromatic Rings	1
Heavy Atoms	22
NP-Likeness	-0.11

Activity Summary

Ki 7 meas. best 9.7

EC50 2 meas. best 7.7

IC50 2 meas. best 7.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL1907592	Ki	9.7	9.7	0.2	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	9.4	9.4	0.4	1
Unchecked CHEMBL612545	Ki	8.72	8.72	1.9	1
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL1907587	Ki	8.17	8.17	6.8	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	7.92	7.91	12.0	2
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	EC50	7.7	7.7	19.9	2
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907595	Ki	6.8	6.8	160.0	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL1907590	Ki	6.41	6.41	390.0	1
Neuronal acetylcholine receptor subunit alpha-7 CHEMBL4980	Ki	6.17	6.17	680.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	0.2	nM	9.7	Displacement of [3H]epibatidine from rat forebrain alpha2beta2 nAChR by competit...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	0.4	nM	9.4	Displacement of [3H]epibatidine from rat forebrain alpha4beta2 nAChR by competit...	25408831
Unchecked	Ki	=	1.9	nM	8.72	Displacement of [3H]epibatidine from rat forebrain alpha4beta2* nAChR by competi...	25408831
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	6.8	nM	8.17	Displacement of [3H]epibatidine from rat forebrain alpha3beta2 nAChR by competit...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	12.0	nM	7.92	Inactivation of human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+] ion...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	12.59	nM	7.9	Inactivation of human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+] ion...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	EC50	=	20.0	nM	7.7	Agonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+]...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	EC50	=	19.95	nM	7.7	Agonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+]...	25408831
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	160.0	nM	6.8	Displacement of [3H]epibatidine from rat forebrain alpha4beta4 nAChR by competit...	25408831
Neuronal acetylcholine receptor; alpha2/beta4	Ki	=	390.0	nM	6.41	Displacement of [3H]epibatidine from rat forebrain alpha2beta4 nAChR by competit...	25408831
Neuronal acetylcholine receptor subunit alpha-7	Ki	=	680.0	nM	6.17	Displacement of [3H]epibatidine from rat forebrain alpha7 nAChR by competition b...	25408831

Literature References

PubMed	DOI	Target Context	# Activities
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha4/beta2	8
25408831	10.1021/ml500129k	Unchecked	4
25408831	10.1021/ml500129k	Mus musculus	4
25408831	10.1021/ml500129k	Acetylcholine receptor; alpha1/beta1/delta/gamma	2
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha2/beta2	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha2/beta4	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha3/beta2	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha3/beta4	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha4/beta4	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor subunit alpha-7	1

Data from ChEMBL 36 via Core Engine